Benzylamine → HCID 429236、化合物

HRID 905120ノート

反応式

HRID 905120 の反応式
[CH2:1]([NH2:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Br[CH:10]([C:16]([O:18][CH2:19][CH3:20])=[O:17])[C:11]([O:13][CH2:14][CH3:15])=[O:12]>C1C=CC=CC=1>[CH2:1]([NH:8][CH:10]([C:11]([O:13][CH2:14][CH3:15])=[O:12])[C:16]([O:18][CH2:19][CH3:20])=[O:17])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

4

反応物 2

HCID 7504BenzylamineHCID 69637Diethyl bromomalonate

生成物 1

HCID 429236HCID 429236、化合物収率 21%

試薬・触媒・溶媒 1

HCID 241Benzene溶媒

実験手順

Benzylamine (18.3 g) and diethyl bromomalonate (20.3 g) were dissolved in dry benzene (100 ml), and the mixture was heated under reflux for 14 hours with stirring. The precipitated salt was removed by filtration from the reaction mixture. The filtrate was washed with dilute hydrochloric acid to remove the unreacted benzylamine. The benzene layer was washed with water three times, and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography using hexane/ethyl acetate (4:1) as an eluent to give 4.7 g (yield 21%) of diethyl benzylaminomalonate having the following NMR data.

後処理

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 14 hours
  3. customThe precipitated salt was removed by filtration from the reaction mixture
  4. washThe filtrate was washed with dilute hydrochloric acid
  5. customto remove the unreacted benzylamine
  6. washThe benzene layer was washed with water three times
  7. dry with materialdried over anhydrous magnesium sulfate
  8. distillationThe solvent was distilled off under reduced pressure
  9. customThe residue was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-0c5afdae08b6483ab92970860bcc30e2
出典データセット
uspto-grants-1983_12
特許番号
US04421914

反応ノート

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